A DMR or analogue system covers the site it was built for and stops at the fence. push.tt covers wherever there is cellular. A bridge joins the two, so the crew on handhelds and the driver two counties away are on the same conversation — without replacing equipment that works.
Two ways in, and which one applies depends on what you already own rather than on what we would prefer to build.
This is the section that would be missing from most vendors' version of this page, and it is the one that should decide whether you do it.
Assuming the above is acceptable, the reason to do this at all:
The questions that decide whether this is weeks or quarters:
Make, model, and whether you have network access or only a spare radio. That is enough to say which approach applies and what it costs. If you are also looking at rugged cellular handsets for the crews who do not need a licensed radio, see PoC radios.